Top Portland How to Get Around in 2026

Explore the Willamette Valley, the largest wine-producing region, on this private tour designed with large groups in mind. You'll get the chance to visit three or four wineries. During your full day wine tour experience there will be an opportunity to partake in food pairings at a vineyard or a separate lunch stopall with a guide/driver to help make your experience safe, fun, and informative.

If you’ve flown around one mountain, you know how incredible it is. Now imagine flying around three for the most up close aerial view you can have! Experience up close details of Mt. St. Helens, Mt. Hood, and Mt. Adams on this air tour that takes you around these three iconic Pacific Northwest mountain peaks. On this flight tour, you’ll see these mountains in incredible detail, including overflying vast forests filled with lakes, creeks, rivers, valleys, and trees. This will be an experience you’ll never forget.

The Oregon coast is one of the most majestic geologic formations that was formed by lava flows millions of years ago. We depart to the coast and have lunch in the charming town of Cannon Beach and do hiking and exploring on the coast. Explore the majestic Oregon coast, view the amazing Haystack Rock formation, and during low tide gaze at starfish and clams. We will also explore Oswald State Park for lite trail walking and see the stunning cliffs of Manzanita point. This is a joinable small group tour for 2 persons or more, door to door service. Please dress for the season, expect a full day beginning 10am and back to Portland by 6pm.

On this day-long excursion you’ll explore the northern stretch of shore between Astoria and Cannon Beach as your guide leads you through an oceans-worth of American history, coastal culture, and pristine nature. Start your day in the bustling seaport of Astoria, where the Columbia River feeds into the Pacific, and Lewis & Clark and John Jacob Astor concluded their epic expeditions. Wander the town’s docks, wind up the Astoria Column, and walk through Fort Clatsop, before continuing south along beaches and bluffs to Cannon Beach. A quintessential beach town, the savory smell of chowder houses meets the briny ocean air on Cannon Beach’s picturesque streets. After meandering through the town, you’ll take to the beach for an interpretative nature walk to Haystack Rock with your naturalist guide. Complete your day by traversing through a maze of Sitka spruce in Ecola State Park. The forest opens to a secluded beach where you’ll cap off your tour with an amazing view of the crashing waves.

Escape to an island paradise without leaving PDX on this tropical happy hour cruise! Sip a delicious drink, take in the city sights, and catch up with old friends or meet new ones aboard Portland's only tiki-style river boat. Depending on the day, crew and crowd, vibes vary from lively and energetic to chill and relaxing. Come connect, take in the fresh air and celebrate a special occasion—or just life itself! At Island Style Charters, every day is a party. **Perfect for:** Happy hour • Celebrations • Work Groups • Travelers • Afternoon Dates • "Just because" **Highlights:** Tropical tiki boat • Downtown river views • Music, drinks & snacks available for purchase **Cruise Duration:** 1 hour Event start time is the check-in time. No need to come earlier. The cruise leaves the dock when all passengers are checked in. October cruise times vary** Please review all booking details and communications carefully before your cruise.

**City Lights & Tiki Nights Cruise – Tiki, Tunes & Waterfront Views** Step aboard for Portland's most unique evening escape! This 21+ one-hour cruise along the Willamette River combines the fun of a floating lounge with views of the city skyline sparkling against the night sky. Sip your favorite drink as you glide past glowing bridges and the illuminated waterfront while music and social vibes set the mood. Every cruise is unique as the vibe tends to align with the energy of the group onboard, often ending in one big dance party. For October, we're having Halloween fun so feel free to come in costume! Whether you're planning a date, celebrating a special occasion, simply gathering with friends, or looking for a new way to enjoy Portland after dark, this cruise blends scenic views with lively island-style energy. Note: Listed time is check-in time. Cruise departs once all passengers are checked in, no later than 30 minutes after check-in.

The Columbia River Gorge is incredibly popular, and travelers who come during the summer season must apply for entry permits well in advance. Even in the off-season, finding parking can be a challenge, but you won’t need to worry about any of that if you opt for a tour instead. This tour includes stops at Multnomah and Latourell Falls and at the Vista House viewpoint.

Travel the Mount Hood Scenic Loop on this self-guided driving tour through one of Oregon’s most iconic landscapes. This road passes through lush wilderness rife with waterfalls, forest trails, and mountain vistas. Experience the roar of Multnomah Falls, the charm of Vista House, and the alpine majesty of Timberline Lodge. Hear stories of mountain explorers, ancient geologic forces, and pioneer trails. And of course, the views of Mount Hood itself just can’t be beat. Purchase one tour per car, not per person. Everyone listens together! After booking, you can check your email before downloading the Tour Guide App by Action, entering your unique password, and accessing your tour. The preceding steps require good internet/Wi-Fi access. Simply follow the audio instructions and the route from there. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. Not an entrance ticket to attractions. Please check opening hours before visiting.

Discover the Oregon Coast at its very best. This is the only day tour from Portland that goes all the way to the Whale Watching Capital of Oregon Depoe Bay in addition to the must see Cannon Beach, Haystack Rock, Oswald West, Short Sands Beach, Neahkahnie Viewpoint, and Tillamook Creamery. Join us for a special kind of joy you can only get on the Oregon Coast.

Step aboard Portland's only tiki boat for a 1.5-hour river cruise blending laid-back island vibes, scenic city views, and playful onboard fun. Relax and take in downtown landmarks and iconic bridges, sip a drink, and enjoy the breeze as we cruise the Willamette. A lively host keeps the atmosphere fun with games like trivia and cornhole, plus chances to win prizes. Whether you're here to unwind, connect with family, meet new friends, or rediscover the city from the water, this cruise is designed to flow with the moment—a perfect mix of relaxation, socializing, and river adventure, all with unforgettable island style. This event is 2 hours in full with 1.5-hours guaranteed time underway, cruising along the Willamette. The first 30 minutes of the 2-hour event window is for check-in and boarding. Once all passengers are checked in, the boat departs. Please feel free to email directly with questions or to confirm your scheduled departure time.

Bridges, basketball and a riverside promenade with memory built in — Portland's east-west seam is best explored on foot. This app-led scavenger hunt takes you through Portland on foot, using phone-based riddles to guide you from one landmark to the next. No guide, no fixed start time. • Circle the Moda Center, home of the Trail Blazers • Cross the double-decked Steel Bridge, an engineering original • Reflect at the Japanese American Historical Plaza on the waterfront Available in 24 languages including English, French, German, Spanish, Italian — see the full list when booking and choose yours when you start the game in the app. Around 2 hours - any group size. Bridgetown lives up to the name.

The Columbia Gorge NSA features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique plants and invertebrates. In the early 1900s, Portlanders would drive their Model T cars along the Columbia River Highway to gaze at waterfalls. There is said to be over 4000 waterfalls; many are hidden away, but many are just a short hike off the Historic Highway. On this afternoon half-day tour you'll make new friends while exploring "waterfall alley", including views of the Vista House and a stop at Multnomah Falls, the tallest waterfall in Oregon and most visited site in the Pacific Northwest. Your expert guide will teach you about the natural history, cultural history, and wine background of the area, as you drive the Historic Columbia River Highway Scenic Byway. You'll continue on to stop at a vineyard in the Columbia Gorge American Viticultural Area (AVA). Tasting fees included.

Explore the northern stretches of the Oregon Coast with a local guide on this private, customizable tour from Portland. You'll get to ride along the Pacific Coast Scenic Byway, take a hike through old-growth forest, and stop at one or two local towns or attractions of your choosing along the way.

Enjoy Portland from the water on this relaxed, island-style sunset cruise along the Willamette River. This 1.5 to 2-hour experience blends scenic views, tropical vibes, and a welcoming atmosphere for a memorable evening on the river. Cruise past floating homes, historic riverside properties, Waverly Country Club, and under iconic bridges as the sky glows with sunset colors and the city reflects on the water. The route includes a unique stretch behind Ross Island for a quieter perspective rarely seen from shore. Enjoy open-air seating plus a covered palapa rooftop with wind screens for comfort in colder weather. Snacks and drinks, including cocktails, mocktails, beer, wine, and cider, are available for purchase. Whether sightseeing, celebrating, or simply unwinding, this sunset cruise is a fun, social way to experience Portland from a whole new view. Note: Listed time is check-in time. Cruise departs once all passengers are checked in, no later than 30 minutes after check-in.

Pay tribute to Portland’s myth-laden landmarks with a fun scavenger hunt adventure! This competition adds pizzazz to a walking tour with a friendly race through Portland to solve clues, complete challenges, and track down some of the city’s hidden gems. Don’t forget your smart phone and sleuthing sensibility! Note: Price is per individual, but each team must book together to join in the same adventure.

Explore the Columbia River Gorge on a 4-hour shared small-group tour from Portland. Visit three waterfalls, including Latourell, Wahkeena and Oregon's 620-foot Multnomah Falls. Take in panoramic views from Vista House at Crown Point, relax at Rooster Rock State Park and optionally visit The Grotto. Door-to-door transportation and an English-speaking driver-guide are included, with Mandarin Chinese available on request. This shared tour is limited to six guests, and other travelers may join your departure. Adults and children are charged per person. Infants ages 0-2 travel free but must be included in the booking and occupy their own seat. Complimentary age-appropriate child safety seats are available on request; provide each child's age, height and weight when booking. This tour is not wheelchair accessible. Walking paths and stairs at some viewpoints require a moderate fitness level.

Enjoy superb views of the Portland riverfront on a 90-minute sailing cruise along the Willamette. Set out from Portland on a small-group tour up the river, stopping to view Portland's floating homes as well as uninhabited Ross Island. Savor the surrounding scenery―including placid Holgate Channel and the Oaks Bottom Wildlife Refuge―as you go. Bring your own snacks, refreshments and spirits to satisfy both hunger and thirst throughout.

Take in the sights of the Oregon Coast without worrying about driving with this private tour from Portland, Your driver will pick you up at your accommodations and take you west to the coast, known for its unusual mix of forest and sandy beaches. You'll get plenty of chances to stop along the way at some of the region's prettiest viewpoints and cutest towns.

Portland is home to a buzzing array of neighborhoods, historical highlights, and natural attractions—and this private, half-day tour makes for a seamless introduction. Pick between morning and afternoon tour times and hop aboard your luxury, air-conditioned vehicle. You’ll visit the International Rose Test Garden and Pittock Mansion, and will drive past landmarks like the Oregon Zoo, Portland Art Museum, and more as you explore the city’s neighborhoods.

There’s no better way to experience the magic of Silver Falls State Park, a true gem of Oregon, than on a private tour. From its enchanting waterfalls to its scenic trails, this is your chance to immerse yourself in the awe-inspiring cascades and lush beauty of the park. Choose the tour that best suits your desire: - Short: 2.5 miles / 403 feet elevation gain / 1:30 hrs - Long: 4.8 miles / 915 feet elevation gain / 2:30 hrs Book your tour today and let the mesmerizing waterfalls and breathtaking landscapes leave you in awe!

If there is any adventure that we love more than biking in the Columbia River Gorge, we would be hard-pressed to identify it. The cycling here is world-renowned and it's no accident it's one of less than a dozen places in the world to have a Peloton-guided scenic ride created around it. We get to do that in real life! We will ride between 35 and 60 miles (60 - 100 km) depending on your interests and the group, with lots of up and down hills, although all at gentle slopes and lower elevations (nothing over 900 feet / 300 meters). The adventure here is a challenge but not an unsurmountable one; from one end of the Columbia River Gorge Scenic Highway to another, or an out-and-back ride from a stunning viewpoint, along a scenic highway, then onto a protected bike/pedestrian pathway. Either way, we will ride some of the country's most beautiful roads and visit beautiful waterfalls like Multnomah and Horsetail Falls. Lunch will be on your own with our recommendations

The 85-mile (137-km) long Columbia Gorge NSA would be a national park if it weren't a critical transportation corridor. It features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique plants and invertebrates. There is said to be over 4000 waterfalls; many of which you have to hike to see. On this tour you'll hike the western, rainforested, southern side of the Gorge, dubbed "waterfall alley" where we'll have you getting misted by waterfalls, peering over cliffs, and learning stories of the area only the locals know.

Visit Mount Hood and Oregon's most celebrated waterfall on this private experience from Portland. Let an expert plan all the logistics and start with a drive out to Multnomah Falls in the Columbia River Gorge, before heading to Hood River for lunch, shopping, and a drive through the “Fruit Loop” agricultural region. Before heading back to Portland, get the chance to stop at Timberline Lodge at Mount Hood.

Explore the beautiful Forest Park and the vibrant culinary scene of Portland on this unique 4-hour tour. Journey through 3 miles of scenic trails and urban pathways, stopping at four carefully selected local eateries, bakeries, and food carts to savor the city’s flavors. Discover engaging stories about the history of the park and Portland itself while enjoying a pre-set menu designed to tantalize your taste buds. Ideal for food lovers and history buffs alike, this tour offers a delightful blend of nature and dining. - 4-hour guided tour with a maximum of 10 guests for an intimate experience - Features 2 miles of moderate forest walking and 1 mile of city walking - Includes stops at four hand-picked culinary destinations - Vegetarian meal options available; please inform of any special requests in advance